Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Stunning Waikiki Beach Retreat - 2 mins from Ocean
Legally permitted rental - TRADEWINDS PLAZA2572 Lemon Rd #305** For your health and safety, we utilize additional Sterilization procedures between reservations.Gorgeous Queen 1 bedroom spacious apartmentAll the appliances / furniture are brand new in this gorgeous...
Waikiki Beach 1-BR Vacation Condo..1/2 Block to Beach!
Welcome to the ideal 1-BR Waikiki Beach Vacation Condo Getaway..centrally located in the heart of Waikiki, and only 1/2 block to the sand! Enjoy full service amenities featuing pool, 24 hour front desk, bell desk, and valet parking. We're just steps to shops,...
Hidden Penthouse 2 bedroom suite Ocean Views!
Vacation Rental in Waikiki, Honolulu, Hawaii!This is a 2 bed/ 1.5 bath Penthouse suite on the 28th Floor Rooftop of 205 Lewers Street.Spacious luxury with panoramic views of Ocean and Waikiki Resort area. With Trump Towers, Sheraton Waikiki, Embassy Suites and...
Well-Equipped Condo with Free WiFi, Shared Pool and Hot Tub - Walk to the Beach
Kamaole Sands 1-304Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to Kihei for your Hawaiian dream vacation and stay in this cozy condo a quick walk from the beach. Enjoy a...
Royal Kuhio 1709 - Studio w/ Ocean City Views in the Heart of Waikiki
HEART OF WAIKIKI - ROYAL KUHIO 17th floor FREE WIFI! 1 bed 1 bath sleeps 4Free WIFI + Local call: Wifi (1 Gbps) Heart of Waikiki - Royal Kuhio (17th Floor)Address: 2240 Kuhio Ave., #1709, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa...
Waikiki Studio Apartment with great Ala Wai Canal Views
New remodeled 10th floor studio apartment at The Royal Aloha.The comfortable and fairly spacious Studio apartment offers a full kitchen & dining space for up to 4 guests & Sleeping for up to 3.The brand new Queen bed and mattress makes falling asleep in comfort super...
4th-floor condo with pool, hot tub, tennis - snowbirds welcome
Maui Banyan Q408A & Q408Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Fit with a tennis court and partial ocean view, this condo is all set up to be your retreat near the beach....
Last Minute Special One Bed One Bath, free parking, free wifi and full kitchen
**Dates don't match up here? My other property might have your requested dates! VRBO #492665**We proudly present our custom designed, one bedroom condominium located on Kauai's Tropical Coconut Coast, the home of Ancient Hawaiian Royalty.Your private, garden view, very...
Keauhou Akahi 312: Oceanview Condo w/ Shared Pool, Spacious Lanai & BBQ
Set above the Kona Coast, Keauhou Akahi 312 offers a spacious and practical retreat with panoramic views of the Pacific Ocean and Kona Country Club golf course. This third-floor condo blends comfort and convenience with an elevated perspective of Keauhou Bay, where you...
Renovated Private Kuhio Village 708A Studio - 2 min Walk 2 the Beach!
Kuhio Village 708A Renovated Private Studio - 2 min Walk to the Beach!Enjoy this studio with free WiFi and Cable TV, nicely Upgraded partial kitchen includes a one top burner, microwave, toaster, coffee maker, dishes, and a Refrigerator. Supplies provided are 1 roll of...
Wailea Ekahi Village | 7A
In a quiet corner, close to the ocean and resort’s pool pavilion, Wailea Ekahi Village 7A offers a place to relax and unwind. Stretch your legs in the morning with a stroll on the cool, green grass just off the lanai and surround yourself with colorful blooms and...
Maui Sunset Vacation Rentals A406
A406 fourth floor one bedroom two bath condo, quite location. Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Large private condominium apartment at the resort condominium complex on the beach in sunny Kihei,...
Kksr#182 Direct Oceanfront Townhome, Right on the Water with AC!
Beautiful Direct Oceanfront Remodeled Townhome, truly stunning! Townhome#182 is RIGHT on the water, featuring all one could want in their Vacation Rental. It has two bedrooms & two bathrooms and is configured to accommodate up to 6 guests with a Queen bed in the...
Kamaole Sands Unit 4-211: 2nd floor 1 Br Condo Just a short walk to beach
Enjoy your private piece of paradise in this secluded, but conveniently located unit. This unit is in building four (4) and not directly centered on the property but is still very close to the second exit. The living space in the unit is wide open and welcoming with the...
Great Value, 2-Bedroom on beautiful greenbelt Puamana #80-3, AC, pool.
Puamana 80-3 is a two bedroom, two bathroom townhome ideally located just a short stroll from the historic Puamana clubhouse, beach, tennis and pickleball courts, and all three community pools. Puamana is a low-density gated community on 28 acres of lush gardens and...
18th Floor Corner Studio with Awesome Pool in Waikiki.
Comfortable Queen bed Studio apt with gorgeous views, gorgeous pool, WiFi & CableKitchenette/Breakfast nook area. Dining / Work area for two guestsThe Hawaiian Monarch w/ Diamond Head, Ala Wai canal & Waikiki city views on the 18th story comfy corner studio suite You...
Comfort & Convenience: Cozy 2-Bedroom Condo with A/C, Pools & Beach Access
WHY YOU'LL LOVE THIS CONDO...The A/C:While the trade-winds are lovely, you'll also love the comfort of having a split (quiet) A/C in the open living/dining/kitchen area.The Floor-plan:The open-design main living area features cozy seating, breakfast bar seating, a smart...
East Kauai w/ocean view lanai, open kitchen, WiFi, ceiling fans, TV, DVD–Kaha Lani 209
Castle at Kaha Lani Resort #209 - Embrace paradise on Kauai’s east shore in this 739sf home away from home. Prep meals in the modern open kitchen to share on the large lanai overlooking the pool and Pacific. Enjoy floor-to-ceiling windows spanning the living area,...
Renovated garden-view condo with screened lanai, 6 pools, & hot tubs
Keauhou Paradise at Mauna Loa Village #10Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The Big Island of Hawaii welcomes you to “Keauhou Paradise,” conveniently located in the...
Comfy condo steps from the beach with pool, spa & sunset views!
White Sands Village 327 is a comfy condo w/ all of the pleasures from home as well as all the amenities you expect of your favorite vacation spot. Enjoy the pool and spa, walk across the street and take a dip in the ocean, or lounge on the lanai for sunset.The...
Maui Sunset Vacation Rentals B219
Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Near the pool with an ocean front view. Large private condominium apartment at the resort condominium complex on the beach in sunny Kihei, Maui, Hawaii. Main...
Kihei Bay Surf B212 | Relax Poolside, Play Tennis!
Guests have called Kihei Bay Surf B212 “a gem in a tropical garden paradise,” and that pretty much sums it up. It is secluded, beautifully landscaped, and a short walk from Kalepolepo Beach Park. Your 2nd floor condo has a veranda that is enclosed in palms. You can...
Bubbly Bamboo Waikiki Studio | Private Lanai | Pool
Enjoy a private balcony with partial ocean view less than two blocks from Waikiki Beach at this home in the Bamboo Waikiki Hotel. This unit incudes access to the Bamboo’s waterfall pool, spa and sundeck area enclosed in a Japanese-style garden to escape the hustle &...
Kamaole Beach 1 Condo at Kihei Ali'i Kai
Welcome to your perfect Maui getaway at Kihei Ali'i Kai, where modern luxury meets island charm. This beautiful 1-bedroom condo offers everything you need for a relaxing and unforgettable stay in paradise.Step inside and discover a spacious, light-filled living area,...
Ocean, Ocean, Ocean! AMAZING Views of Sunsets, Rainbows, and Whales!
Oceanfront 1 bedroom condo with spacious kitchen and tile floors throughout, overlooking the blue Pacific in Kahana. Entertain yourself with 42" TV, and free WiFi, while enjoying the evening sunset views and lanai dining. Condo features Cal King Bed + Queen Sofa...
Hapuna Beach Residence C25 at Mauna Kea Resort
This magnificent, oceanfront, newly-constructed island masterpiece offers floor-to-ceiling window walls that create indoor/outdoor living space, a chefs' kitchen outfitted with professional-grade Wolf, Sub-Zero and Miele appliances, wine storage and hand-crafted...
Lovely condo with plunge pool - near golf course & beach
Monte Vista 1704Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy a beautiful fully furnished condo in the heart of Waikiki complete with a full kitchen including refrigerator,...
PROMO 40% MONTHLY DISCOUNT!nWAIKIKI OCEAN/HARBOR VIEW 2BDRM 1 BTH FULL KITCHEN
enjoy relaxing on your lanai and watching Friday night fireworks (when they resume) right next to ala moana shopping center and Ala wai boat harbor. Across the street from Hawaiian Hilton lagoon and the entrance of Waikiki. lots of restaurants and activities nearby....
Oceanfront Condo in Kahana - Valley Isle 205
Deluxe remodeled condo on the 2nd floor, directly ocean front on Kahana Bay. Updates to this unit included a fresh coat of paint, new beds (king bed and queen Murphy/wall bed), flat screen TV in living room, light fixtures and decorative items. Watch the tides roll in...
High floor, Newly furnished Condo at Island Colony in Waikiki!
A 33rd-floor studio unit with breathtaking mountain, canal, city views. Within walking distance to the famous Waikiki Beach.This unit is conveniently located in the high-rise Island Colony building in central Waikiki, within walking distance to countless shops and...
Upgraded 2-Level Condo – Kamaole Sands 9404
This oasis is 1,188 square feet and is located in a quiet building, on the top floor with views of the water and mountain from the large lanai which easily seats six. The lanai closet contains beach chairs, umbrellas, mats, boogie boards, and sand toys.This spacious...
Ocean front full kitchen 1 Bed 1 Bath free parking, free wifi,free resort fees
We proudly present our custom designed, one bedroom condominium located on Kauai's Tropical Coconut Coast, the home of Ancient Hawaiian Royalty.Your private, garden view, very quiet condominium(across from Bett Midler's private Reserve) is located less than 100 yards...
Studio in the Middle of Waikiki, Short walk to beach
Located in the Aqua Aloha Surf hotel, you can't beat the location- just a 5 minute walk to Waikiki Beach and 1 block to international marketplace, shopping, and restaurants. Room is great for 1-2 people looking for a simple place to relax after a day of fun in the sun-...
Kuilima Golf Retreat
Welcome to your perfect getaway at the Kuilima Golf Retreat! This beautiful rental offers exceptional amenities and is just a short walk from the beach.This inviting unit accommodates up to four guests, featuring one bedroom, a comfortable sofa bed, and one bathroom....
A beautiful Balinese style beach home by the famous Kehena Black Sand Beach
Aloha! Welcome to Kehena Moana. A beautiful Balinese style residence just steps away from the famous Kehena Black Sand Beach, the best swimmable beach in Lower Puna. Kehena Moana boasts ocean views from nearly any room, landscaped grounds with balinese stone carved...
Ocean-view studio with lanai, AC, kitchenette, pool, hot tub, and beach access!
Welcome to Kona Bali Kai #332! Enjoy ocean views from your lanai at this studio. There is a futon, a window air conditioning unit and a kitchenette. You can walk across the street to the beach or enjoy the pool, hot tub, and BBQ amenities.Upon entry, there is the living...
Breath taking view, ocean front! Redone unit
Ocean front condo, everything completely redone in 2021. Offers a full kitchen, full master bedroom and a family room. It’s on the west side of the island. The unit is 25 minutes from Ko olina and 40 minutes from the airport. The beach and the views here are...
Hawaiian condo w/shared hot tub & pool/free WiFi/balcony - near eateries/beach
Kona Bali Kai #152Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Featuring a private balcony, ceiling fans, a full kitchen, and plenty of elbow room for up to four guests, this...
Oceanfront Cottage on Kepuhi Beach w/ Ocean View, WiFi, Laundry & Shared Pool
Kepuhi Beach Cottage 2BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'You can't get much closer to the beach than this two-bedroom, two-bathroom oceanfront cottage at Kepuhi Beach...
Maui Parkshore 209: Spacious 2bd / 2ba condo short walk to the beach
**Please note that the pool will be closed from Wednesday, September 4 through Thursday, September 12 due to pool deck maintenance**Experience Maui from this 2-bedroom, 2-bath vacation rental that overlooks the pool area and neighboring beach park, named Kamaole Beach 3...
Waikiki 1 Bedroom w/Pool A/C & Free Parking
⚕⚕For your health and safety⚕⚕ We utilize additional Sterilization procedures between reservations. Walking/Jogging Path BBQ Trash Chute Storage Recreation Area Patio/Deck Pool on Property Community Laundry Security GuardYour family will be close to everything...
1 Bedroom Garden View Condo - Paki Maui 318
Imagine sitting on your lanai and enjoying the serenity of the mature landscaped garden areas with a large water feature with colorful koi. Just a short distance to the pool, barbeque and cabana. There is a large grassy area with plenty of space to lounge, relax and...
Oceanfront ground-floor condo with scenic patio, updated furniture, W/D, & pool
Sealodge E4Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to paradise in our newly updated ground floor unit at Sealodge, located in the stunning town of Princeville on...
Amazing Gem Nestled on Lush & Beachfront Grounds -Wailea Elua 2106
Wailea Elua #2106 – Elevated Island Comfort with Ocean & Village ViewsWelcome to Wailea Elua #2106, a beautifully updated second-floor condo offering tranquil garden surroundings and ocean views in one of Wailea’s most sought-after beachfront communities. With...
Maui Banyan Condo w/ Private W/D, Shared Pool-Swim, Surf, and More
Maui Banyan P302Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The Maui Banyan can be found in the heart of South Kihei, surrounded by palm trees and with a view of the West Maui...
Beautiful Bamboo Waikiki 1-Bedroom | Private Lanai | Pool
Enjoy this 1 bedroom home located less than two blocks from the famous Waikiki beach. This unit includes dual private balconies with city/Mountain views, access to the Bamboo’s waterfall pool, spa and sundeck area enclosed in a Japanese-style garden to escape the...
Monthly Ilikai 917 City / Mountain Views Queen Bed, Sofa Bed At Waikiki Beach
MOUNTAIN & CITY VIEWS. STEPS TO WAIKIKI BEACH. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to Waikiki.The iconic Ilikai Suites are located at the gateway to...
The Modern Suite -Waikiki Center Great Rates!! HK#112
30 Day Rental - 417 Nohonani St. #112Nestled into the corner of the property giving lots of privacy and nice quiet nights. Includes a large private patio.Hawaii King Hotel is a well maintained + charming building w/ pool, laundry, lobby attendant, free WiFi, cable TV,...
Kamaole Sands Unit 1-302: Partial Ocean Views from this 3rd Floor Condo
Enjoy your Maui getaway at the Kamaole Sands. Located in building one, this one-bedroom, two-bath condo has room allowing this unit to sleep up to four (4) people. The large lanai offers partial ocean views and a great place to relax and enjoy the company of others....
Ground-floor resort condo with ocean & sunrise views - beachside pool & hot tub
Islander on the Beach 121Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover the perfect ocean getaway at Islander on the Beach, a 6.5-acre oceanfront resort with stunning...