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Watersports Holidays in Hawaii - Holiday Lettings
690 properties with watersports onsite or nearby
from £316 / night
£2,208 / week
from £1,279 / night
£8,954 / week
from £275 / night
£1,920 / week
from £124 / night
£864 / week
from £823 / night
£5,760 / week
from £138 / night
£960 / week
from £302 / night
£2,112 / week
from £453 / night
£3,168 - £3,808 / week
from £822 / night
£5,754 / week
from £1,851 / night
£11,658 - £14,538 / week
from £398 / night
£2,503 - £3,079 / week
from £383 / night
£2,408 - £2,984 / week
from £493 / night
£3,450 / week
“Stunning Suite and Resort” My husband and I thoroughly enjoyed our stay at Honua Kai. The suite was stunning and spacious with all the amenities of home. Situated on the private side of the building, we enjoyed the ocean views and sunsets from the beautiful, tranquil, lanai. An added bonus was the beach chairs, beach towels, boogie boards, snorkel gear and cooler - even the kitchen was fully stocked with all the essentials. The grounds were lovely and every morning we walked the beach walk to the Whaler's Village then back to Duke's for happy hour. Jill was so friendly, accommodating and helpful with lots of advice on the resort and nearby restaurants/sights. She was always a phone call or text away. Overall, it was a beautiful and relaxing vacation and we are hoping to stay in Jill and Terry's suite when we go back this summer. Thanks for making our stay a beautiful and memorable one!
from £365 / night
£2,554 / week
“Everything Fantastic!” Accessibility is the word! Right across from a surfing beach, 2 blocks pleasant walk to a great swimming beach, pool and always-ready hot tub on the premises, an easy walk to many shops and eats. The well maintained condo is supplied with everything you need! And the price is very affordable. I will come back in a flash! Go now!
from £219 / night
£1,530 / week
“Great Place” We loved this place and would love to stay again. We stayed for two weeks! The location was great. Not too touristy. Great location right on the beach. Plus they had all of the beach accessories that we needed including beach chairs, towels, snorkels, and boogie boards and a surf board. The house was incredibly clean and up to date, just wish there was a second full bath. Awesome kitchen as well. Cant wait to get back. Thanks Ryan!
from £453 / night
£3,168 / week
from £179 / night
£1,248 / week
“Week in Paradise!!!” We had the most amazing family vacation at Papakea G-407. The complex is located in a great area, close and convenient to shopping, dining, awesome beaches. It is small enough to feel like its your personal space, but has amenities and class of the big mega resorts. The actual unit was very comfortably furnished, had everything we needed, and extras we were not expecting. Sitting on the Lanai, watching the ocean over breakfast and dinner or enjoying a glass of wine was just the best! Our family really loved the fact that the condo was affordable to the point that we could get out, explore and enjoy all that Maui had to offer. Great Snorkeling, Zip-lining, Luau, shopping, many fantastic restaurants and a sunset vow renewal on the beach. The best part of renting from anne and Wes is the care that they took to make sure we had everything we needed for the best vacation ever. Lots of advice and tips that you cannot get from anyone unless they know the island. They turned us on the the best places to snorkel, places to eat, places to shop, things to do. The personal attention was better than any concierge! My family will definitely be back, there is no reason to test out another resort!
from £343 / night
£2,400 / week
“Exceptional home away from home!” Just as described, the kihei oasis is an excellent vacation rental. The layout of the home, furnitionings and it's convenient surroundings, I would definitely recommend staying here. The jacuzzi was a hit, but the real bonus was the little amenities that you don't really think of until you need it. I opened the kitchen cabinets and found foil, oil, shoyu sauce and lots of helpful seasonings. The bathroom cabinets also had additional body wash, shampoo, lotion and for kids too. Although we brought our own amenities, I'm glad you have them available especially for large families. Also a garage wall dedicated to fun in the sun activities, boardgames and so much more. Mahalo to the Morts ohana for providing such a lovely home away from home, We definitely enjoyed ourselves!
from £823 / night
£5,760 / week
Holiday apartment with shared pool in Kailua-Kona
Kailua-Kona apartment
- 1 bedroom
- 1 bathroom
- sleeps 2
from £174 / night
£1,216 / week
“Perfect Location for a Perfect Kahului Vacation” My husband and I loved this large beautiful roomy condo at the Whalers in Maui. The wonderful fact that it is on the ground floor (no elevators wait time) and entrances from both the front door and direct lanai access to beach was such an added plus. We were literally 30 steps from the ocean yet it is quiet and feels very private. The well-stocked kitchen provided everything (except for the food and wine) for our sunset cocktails and steak dinners on the waterfront. Passers-by were envious of our perfect unobstructed ocean view. This is an ideal spot for a romantic get-away, close to everything we love about Maui.
from £215 / night
£1,504 / week
“awesome” Beach is right across the street, shops are walking distance, surfing, outrigger canoeing and Bars are all located on S. Kihei road while the four Seasons and Wailea are just down the road minutes away, rooms are comfortable with newer showers and carpet.
from £362 / night
£2,528 / week
“Outstanding Home, Would Stay Here again” This rental is better than described. The pictures don't do it justice. Our stay was comfortable and fantastic!!! The view was gorgeous! The house is clean, well equipped with all the comforts home. Michele and Ron have thought of everything! The house is walking distance to the beach and an easy drive to other local beaches, dining, local shopping and more.
from £215 / night
£1,504 / week
“25th anniversary in Maui” Honokowai Palms is just what we needed for our 25th anniversary. Comfortable, convenient, full of amenities, and clean. The information provided was a tremendous help to make our stay both enjoyable and also more affordable. We loved staying in a condo that had it all from appliances to beach gear. The location was just right...next to a wonderful farmers market and coffee shop. 5 minutes from awesome shopping, restaurants, and beaches. The park right across the street is perfect for families to enjoy swimming, snorkeling, viewing turtles or just relaxing on the beach or in the grass. There are plenty of places within walking distance for meals, spa treatments or shopping. What ever your schedule might be, there are suggestions for the best places to go across the island. The books on Maui really helped find hiking spots and sight seeing locations. The condo is right in between to big resort locations, but feels like your home town with where its situated. One of the best beaches that is a cove is right up the road north in Napili for board activities, family outings and even has 2 restaurants. The owners of the condo thought of everything to make the best of your time on the island without breaking the bank. My wife and I couldn't have had a better time even in the big resorts because we were in charge and our parking spot was right in front of the door. Remeber to take time to just relax and lay on the beach, coffee in the morning and/or drinks in the afternoon were awesome on the beach right in the park 100yds from the condo. Don't pass up the volcano, Whaler's village (good shopping, beach area and eateries on the beach with live music), Front Street in Lahaina and Honolua Bay. Parking is the only challenge around the island, look for blue beach access signs, the open areas on the side of the roads, or just ask the locals and condo owners. The only way you can't have a good time is if you turn on the TV and sit on the couch all day! Enjoy Maui!
from £169 / night
£1,096 - £1,224 / week
from £732 / night
£5,120 / week
from £274 / night
£1,914 / week
“Best Vacation Ever” This was an amazing vacation from the very start. Even before we left I was able to speak with Ning about the home and the area. She had some great suggestions about different activities and restaurants. The home was fantastic. It was way more room than we needed with 5 bedrooms, a large kitchen and spacious living room. The highlight of the home for us was the wrap-around lanai. I was nice to just sit outside and relax in the bright sun and refreshing trade winds. The amenities in the home were also outstanding. We especially enjoyed all the beach gear and the wireless internet service, both of which we were not expecting. The location was perfect. It was a short
from £960 / night
£6,675 - £10,016 / week
“Kauhale apartment was just what we were looking for & more!” Kauhale apartment was perfect for our family while visiting Oahu. Our son was returning to Hawaii from deployment and we wanted a place where we could visit, relax, and do some home cooking. Kauhale was just what we were looking for and more! Patty & Bob had all the amenities we needed for a perfect beach vacation, including all the right kitchen tools for a family meal. The apartment is located in a great town with everything you need close by. We would definitely stay here on our next trip to Hawaii.
from £188 / night
£1,312 / week
“Amazing Views and Fabulous Comfort” With amazing ocean views from every room and beautiful furnishings throughout you may be tempted to never leave this condo. But the perfect beach with a great snorkeling spot just steps away will lure you out. My husband and two teenage daughters felt we were vacationing in the lap of luxury.
from £915 / night
£6,400 / week
from £201 / night
£1,402 / week
from £270 / night
£1,619 / week
from £110 / night
£768 / week
“Quaint and Cozy Cottage” My husband and I had a wonderful time at your place. Pumpkin was a delight to have around for company. The place was well equiped, very clean and we felt very at home staying there. We only wished we stayed longer. The view was exceptional and you as owner were very friendly and accomodating. We highly recommend this to our friends and family and hope to come back again some time soon.
from £293 / night
£2,048 / week
from £255 / night
£1,786 / week
from £133 / night
£832 / week
from £182 / night
£1,700 / week
“Excellent Value for an authentic Hawaii Experience!” My cousin and I stayed in Hale Kawehi for two nights. Our host could not have been more warm and welcoming. Kawehi made it clear she was available to answer any of our questions or provide advice; otherwise we had total privacy. Juice, milk, bagels, and eggs were left in the refrigerator each morning. The house is very spacious, with lots of rooms to explore. It is filled with antique treasures and unique, one-of-a-kind objects. The outside garden area is enchanting. There are also several outdoor seating areas; all lovely. Mr. Princess is the most friendly and loving cat I've ever met. He was a pleasure to have around outside. I had two issues which I feel the need to share. First, the local coqui frogs are quite noisy at night. I was fine because I had earplugs, but you should be aware of this ahead of time. Second, there was an odor of cat inside, although guests are asked not to let Mr. Princess in the house. Since we mainly slept there, it wasn't an issue. It might be, though, if you plan to spend a lot of time inside the house. All in all, my experience was positive and I'm very glad I stayed here.
from £151 / night
£1,056 / week
“A slice of heaven!” My husband and I loved our 3 week stay at Tracy's Tropical Treasure #1. The condo was amazing and had every conceivable luxury that we needed. Tracy kept in touch with us in case we needed anything and was always quick to provide excellent service. Another bonus was having the pool 3 doors down from us; the hot tub was awesome and both the pool and tub were very, very clean.We were so happy that we have already booked Tracy's Tropical Treasure #2 for next year.
from £265 / night
£1,850 / week
“Clean, affordable lodging on the Big Island” We stayed in the studio yurt at Hawaiian Journeys for a week in between stays on other islands. The managers were very easy to deal with, informative, and helpful. The yurt was new, clean and well appointed for a studio. The one drawback was the incinerating toilet, which did provide a burning odor if the wind blew the right? direction. The seperate toilet/shower building for the 1 BR and 2BR would probably be better. The location is ideal if you are traveling to both sides of the island for activities and sight seeing. If you prefer to stay in one spot, it is a bit isolated, but very peaceful. The price was definitely right too!
from £78 / night
£544 / week