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.
Second-Floor Oceanfront Getaway w/ Treetop Views & Free WiFi plus a Shared Pool
Kihei Kai 12Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Breathe in and experience the ultimate relaxation at this cozy, second-floor Kihei condo. Enjoy treetop views from your...
Downtown Kailua-Kona Escape: Steps to Ocean!
Primely located in the heart of downtown Kona, this breezy vacation rental delivers the ideal Big Island escape for couples or small families. This 1-bathroom studio features a kitchenette for quick meals, a Smart TV for movie nights, and a private balcony for endless...
Ala Moana #1132 Summa
Summary:Are you ready for white-sand beaches and turquoise waters? Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Join us on island time at the Ala Moana Hotel, Honolulu’s landmark hotel within walking distance to the Pacific. With the...
Hale Momona - Charming Ground Floor Island Hideaway with Ocean Views!
You'll love the ocean views, charming interior, and accessible ground floor location of Sealodge F1! Watch the sun rise over the ocean from the queen sized bed, read a book and listen to the waves on the Hawaiian punee (built-in window bed), or enjoy the tropical...
Bright, island retreat with ocean views, pool, & patio
Mahina Surf 104Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Oceanfront and filled with island vibes, this efficient condo has everything needed to make unforgettable memories and...
Grand Champions 12, great Wailea location!
Welcome to your serene Wailea retreat! This charming two-bedroom, two-bathroom vacation rental offers the perfect blend of comfort and convenience in a prime location.Step into your fully equipped kitchen, ready for all your culinary needs. The dining area comfortably...
Hosted By Parrish Kauai: Noho Kai at Anini Beach - Classic Hawaiian Beach Cottag
Our Anini Beach rentals include this beach cottage that is located just across the road from Anini Beach with its two-mile stretch of soft white sand and the largest living coral reef on Kauai. This home is just steps away from the beach access path that leads you to...
New Listing! Posh 2bd with direct ocean views
Mana Kai 714 is a spacious 2-bedroom, 2-bathroom condo that comfortably sleeps up to six guests. Both bedrooms are furnished with a luxurious king-sized bed. For additional sleeping space, there's a queen sofa sleeper in the living area. A split A/C system and ceiling...
Big home across the street from the beach, right at the golf course Pool/Spa/AC
Welcome to KonaHome Vacation, a family-owned business dedicated to providing you with exceptional services at the best prices. Thank you for supporting our local business and allowing us to be part of your vacation experience. For the best deals and discounts, please...
Island Condo With Stunning Ocean & Bali Hai Views!
Experience the best of Kaua‘i’s North Shore at Pu‘u Poa, one of Princeville’s most desirable oceanfront enclaves. This beautifully furnished island-style condo offers a private, peaceful retreat just minutes from world-renowned beaches, lush mountain trails, scenic golf...
Ground-floor, ocean-view getaway with furnished patio, pool, & grills
Mahina Surf 127Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Kick back and relax at this oceanview condo where you can open your sliding glass doors and welcome in the Hawaiian...
Ocean Views w/Lanai and Laundry-Kanaloa at Kona
Kanaloa #2401 is a spacious condo located at the entrance of historic Keauhou Bay. Enjoy your morning coffee and watch the outriggers paddle out. The soft breezes and sometimes evening showers make it a special place.It comes with A/C, washer/dryer, and ceiling fans....
Royal Kuhio 1710 - Spacious Studio w/ Stunning Ocean City Views in Waikiki
Heart of Waikiki - Royal Kuhio (17th Floor)Address: 2240 Kuhio Ave., #1710, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa bedSize: 436 sq ft + 80 sq ft lanaiView: Partial ocean and mountain viewsKitchen: Fully equipped with oven,...
Clean & comfortable studio in the heart of Kailua Kona with pool, hot tub & AC
Kona Islander Inn 112Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to a dreamy vacation in Kailua-Kona at this well-appointed and lovely condo! Perfect for solo travelers...
Maui Vista 1209: 1 Br w/Partial Ocean Views close to Kamaole Beach Park I
One-bedroom condo with a partial ocean view. This unit sleeps up to four people with a queen bed in the bedroom and a pull out sofa bed in the living room. The kitchen opens up to the dining and living areas creating a wide-open living space. The living room also...
Waikoloa Colony Villas 805: Expansive 3 Br, 2.5 Ba, Golf Views w/AC Sleeps 8
Located on Hawaii Island’s west coast is the Waikoloa Colony Villas, a private gated community that boasts stunning views of Mauna Kea and the "Big Island’s" notorious lava fields surrounding the area. An ultimate leisure retreat, guests enjoy two full-sized pools, a...
Marriott's Ko Olina Beach Club (3BR)
Your comfortable and sumptuously appointed three-bedroom, three bathroom villa makes the ideal home base for your Hawaiian vacation. Your beautiful villa is equipped with a full kitchen, washer/dryer, high-speed internet, and cable/satellite service on a large...
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,...
Ground Floor Garden Villa–Halii Kai at Waikoloa 3C
Slip into chic tropical style in this 1,082sf ground floor suite fringing the fairway. Enjoy “at home” dining ease with the modern kitchen and grill on the furnished lanai. Touches include cool tile floors, AC, ceiling fans, washer/dryer, flat screens, DVD and WiFi....
2-Bedroom Vacation Rental in Waikiki
This is a legal conforming vacation rental. Please see our listing details for our license number.Located on the 11th floor with free Wi-Fi, this 2 bedroom, 1 bathroom privately-owned vacation rental unit sits right at the entrance of Waikiki. Perfect location within...
Turtle Bay 3 Bedroom Rental
Golf course views. Spacious 3 bedroom 2 bathroom. Short 5 minute walk to the beach. Paradise found!! Comes with all the essentials, including beach chairs, towels, snorkeling gear. Get ready for a fun filled Hawaiian Vacation!
Kalama Terrace P102 Wonderful Unit with Excellent Location Close to it All
Book with us and come to Maui to explore everything we have to offer!This is a beautifully remodeled unit. You can escape into your air conditioned large 1 bedroom home that has very nice finishes and a large out door patio. Located near the "Triangle" famous for its...
★★ Beautiful 5-star ★ Ocean View near beaches, quiet, private pool/spa/AC ★★
Welcome to KonaHome Vacation, a family-owned business dedicated to providing you with exceptional services at the best prices. Thank you for supporting our local business and allowing us to be part of your vacation experience. For the best deals and discounts, please...
Keauhou Punahele | Private Lanai w/ Grill
Summary:This family friendly condo in Keauhou Punahele offers privacy and comfort. The Kona country club is less than a mile away so don't forget to reserve your tee-time. The Keauhou Bay Beach Park is half a mile away, great for snorkeling! You'll be nearby the Keauhou...
Live in luxury with Panoramic ocean views free Papaya and other fruits in season
Ultra clean 4extra large bedrooms all tile floors one full bathroom with shower tub combo shampoo and conditioner fresh extra large towels and Charmin ultra toilet paper small kitchen full size refrigerator electric stove and microwave new Maytag coin operated washer...
Idyllic Pahoa Paradise: Hike, Swim & Explore!
Discover where black-sand beaches meet lush tropical surroundings at this dreamy Pahoa vacation rental! Boasting 1 bedroom, 1 bathroom, and a secluded-yet-central location, this cabin has everything you need to embrace island living with ease. Adventure to Rainbow...
Valley Isle Resort- Ocean View Penthouse-lots of Whale Watching! 2 bed/2 Bath
Remodeled, very clean, with ocean views from this penthouse (12th floor) condo on the ocean in Kahana. Four guests maximum please. Enjoy ocean views on the lanai off of the living room and master bedroom. Watch your DVD's from home on the 46 inch flat screen TV with a...
#50, ‘Olu ‘Olu Condo | 1 Bed, 1 Bath
#50, ‘Olu ‘Olu Condo with full kitchenette, marble shower walk-in shower, private lanai, short walk to Punalu’u Black Sand BeachA peaceful Hawaiian retreat, teeming with breathtaking views of the ocean, and a 5-minute stroll from the world-famous Punalu’u Black Sands...
Golfers Fave! Lanai+Wet Bar, Kitchen, AC, WiFi, Flat Screen+Laundry–Kanaloa at Kona 502
Castle Kanaloa at Kona #502 - Why leave this stylish 1,850sf villa? To golf just outside the door! Perks include AC, ceiling fans, WiFi, washer/dryer, DVD, flat screen, work area, wet bar, and lanai off the living area and master. Prep meals in the open kitchen to share...
Budget Friendly Ground Floor Condo Across from Charley Young Beach
Hawaii Tax ID: TA-209-458-7904-01TMK: 390180030013Enjoy this ground floor one bedroom Maui Vista 1114 unit located in the first building of the Maui Vista property. Located right across the street from the very popular Charley Young beach park and only minutes away from...
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...
Garden View Suite | Pono Kai | PK-K303
Pono Kai's pool and spa will be closed January 6-31, 2026 for the installation of the new pool deck fencing.The Kapaa Public Pool, located less than one mile from the resort, is open to the public.The Garden View Mini Suite is an affordable option that sleeps 4 guests...
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...
Perfect getaway for families, walking distance to Convention Center
This is a legal conforming vacation rental. Please see our listing details for our license number.Located on the 9th floor with free Wi-Fi, this 2 bedroom, 1 bathroom privately-owned vacation rental unit sits right at the entrance of Waikiki. Perfect location within...
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...
Oceanfront Serenity at Maʻalaea Banyans Unit 315
Step into your own oceanfront escape at Maʻalaea Banyans 315 — a beautifully maintained 1-bedroom, 1-bathroom vacation rental with stunning, unobstructed views of the Pacific Ocean. Wake up to the sound of gentle waves and enjoy morning coffee or sunset cocktails from...
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...
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...
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 spacious two-bedroom, two-bath townhome located in the quiet and beautifully landscaped south side of Puamana, just a short stroll from the community’s private ocean access, swimming pool, and children’s playground. This area of Puamana was untouched...
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...
Waikiki Free Parking 20th flr ocean/city views
The perfect Waikiki getaway in this beautifully renovated studio condo, crafted for comfort, convenience, and style. Minutes from world famous beaches, shopping, and dining, this upscale studio offers everything you need for a relaxing and memorable stay. The 20th floor...
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...