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.
Kona Mansions#105 1st Floor, Remodeled Unit w/Ocean views & Air Conditioning
Knutson & Associates is proud to be representing a spectacular condo!Kona Mansions#C105 is a wonderfully appointed property that has a phenomenal location. Right in the heart of Kona town, just steps from lively nightlife and the best of Island fare, this 1 bed, 1 bath,...
White Sands Village#118: DIRECT BEACHFRONT, CENTRAL AC, ELEVATORS, SPACIOUS!
White Sands Village is Kona's Premier Vacation Rental destination with ocean and mountain views. It's located directly across the street from Magic Sands Beach; the only white sand beach between Kailua & Keauhou. The complex has a beautiful pool & spa area, lush...
Maui Resort Rentals: Honua Kai Hokulani 625 - 6th Floor 3BR, Stunning Ocean Views from Every Room!
Hokulani 625 is an exquisite three-bedroom/three-bathroom ocean-view residence offering fantastic 6th-floor ocean views as well as the exotic tropical foliage of the interior Hokulani Tower courtyard. The views are abundant from the moment you enter the residence and...
Magnificent ocean views from Polo Beach Club 705, with direct beach access!
Magnificent ocean views from Polo Beach Club 705, with direct beach access! Enjoy the serenity and privacy of one of the best locations in Wailea.As you enter Polo Beach Club 705 you are greeted by the lovely furnishings and decor. You will be drawn to the breathtaking...
Family Vacation with Suburban + great pool & short walk to the beach
This property offers beautiful grounds, Tennis courts, Ping pong, foosball, BBQ's and a cabana for gatherings. It's just steps from a heated Pool and hot tub. You can enjoy the perfect tropical retreat at this lovely 4-bedroom condominium. Nestled in South Kihei. This...
Kahana Maui Ocean Front 1 BR/1 BA Condo
Located just 50 yards from the ocean this beautiful one bedroom/one bath condo has all the amenities of home. From the Kahana Reef, enjoy the breath taking view of the Pacific, Lanai and Molokai islands from the table and chairs on the large lanai. Enjoy watching the...
Spacious 2BR/2BA Condo - Ocean View, Above it All, Oceanside Pool and Zoned A/C
The Penthouse of Kona Shores awaits you! This spacious and luxurious 2-bedroom, 2-bathroom corner condo is the crown jewel of Kona Shores, offering the largest living space at 1,000 sq ft. As the only 2 BR, 2 BA unit in the complex, it offers a level of exclusivity like...
KPL 25 Remodeled 3BD Plantation Condo Ocean Views Near Beach
Kaanapali Plantation 25 Remodeled 3Bedroom, 3Bathroom Plantation Style Condo with Expansive Ocean Views Just Minutes to Kaanapali Beach with All Modern Amenities to Fully Relax FREE daily activities included with your stay value up to $570! Complimentary admission,...
🏖️Remodeled | AC Included | Ocean Front Complex | vrKCV
vrKCV - Casa de Emdeko 328, Professionally Managed by Kona Coast VacationsWelcome to Casa De Emdeko #328!Aloha! Discover why the gated community of Casa De Emdeko is one of the most sought-after oceanfront condos on the Kona Coast. Casa #328 offers a perfect blend of...
**Elegant Condo, Ocean Front ! Top floor 2bed&2bath.. NO ELEVATOR
Luxurious condo! 2-bedrooms & 2 full baths. Spacious feel from top 3rd floor 2 level loft unit. Gorgeous view of the ocean with direct ocean front access. Pool & hot tub & BBQ'sFree tennis courts, shuffle board, pool, hot tub, BBQ's, putting golf. Free WiFi, free...
Oceanfront, Stunning View, Remodeled, 1 BR, A/C, Pono Kai C305
Beautifully remodeled, 1 bedroom condo with a stunning ocean view. The only thing between you and the beach is the Kauai Coastal Path!• Cal King bed in the bedroom (new mattress, Dec 2023)• Queen size wallbed in the living room (that's a real mattress, not a folding...
Honu Kai @ Turtle Bay Vacation Home Near Beach & Golf
Swimming pool, tennis courts, pickleball courts, club house; these are just some of the community amenities that you can enjoy in Honu Kai. It is located next to the golf course and close to the beach and many attractions. The home is designed with large living room...
Poipu Kai Resort Vacation Condo in Koloa!
Get that island breeze in your hair at this lovely 2-bedroom, 2-bathroom vacation rental in Regency Villas at Poipu Kai! With community amenities like tennis courts, pools, hot tubs, and more, this property is an enhancement to the island life. This condo is well suited...
KGV 17T8 Remodeled 1BD Kapalua Villa w Pool Near Beach
Kapalua Golf Villas 17T8 Recently Remodeled Kapalua Villa with New Furnishings, Spectacular Sunset and Golf Course Views, Pools, Tennis, and Close to Beach FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*:...
Spacious tropical getaway with lanais - just steps from the ocean
Hale La'Au Pohaku TVNC 4255Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'**Please note this Vacation Home is located in the tsunami evacuation zone.As one of the more spacious...
Embark on a journey through Maui with Aloha Glamp
Maui is one of the most beautiful and breathtaking islands on Earth.Explore the magic of Maui in style and comfort with our premium 4x4 Jeep equipped with a rooftop tent, enabling you to seamlessly transition from one thrilling adventure to another while indulging in...
Oceanview KAN108 - Gorgeous Ground-Floor Condo in Maui—Ocean View 2 BR/2 BA
Escape to Kanai A Nalu 108, a charming oceanfront condo offering breathtaking views of the ocean. This ground-floor unit features 2 bedrooms and 2 baths, making it an ideal vacation rental for up to 6 guests. The air-conditioned living room and well-appointed bedrooms...
MAUI OCEAN VIEW 2 bed 2 bath with Air Conditioning
Watch the waves and surfing from this Direct Ocean View corner unit. Sleeps 4 comfortably with a possible 5th person on living room sleeper sofa. Each bedroom has a queen bed, and one bedroom has an en suite bathroom. Enjoy wonderful views and trade wind breezes on the...
Kauai Alii Kai Condo. Ocean Bluff Princeville Community & Golf.
Relax at our Whispering Palms ...home away from home. This is a spacious ground floor furnished 2 bed, 2 bath condo with two king beds sleeps 4 comfortably and can add a full sleeper sofa to comfortably sleep a total of 6 guests, per guest request.The condo is situated...
Cute Downtown Studio, AC/Pool
Please note, effective Jan 1st. 2026, Hawaii`s Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...
#1 Kaanapali Beach, 2 br/4beds D108 Maui Eldorado
Aloha! We welcome you to enjoy your next Maui vacation at the Maui Eldorado D108, perfect for friends and family getaway!Located in the heart of Kaanapali in the Kaanapali beach resort area, framed by Kaanapali Golf Course & fragrant plumeria trees, enjoy a leisurely...
Hilton Hawaiian Village- Spacious Two Bedroom Suite!
Concierge Realty is proud to present luxury villas at Hilton Hawaii VillageWe are able to offer reservations in weekly increments with arrivals and departures on Saturdays only.This amazing resort has it all. Set on 22 acres of lushly landscaped beach front property,...
Hale Kilokilo By Parrish Kauai: stunning oceanfront views w/ AC throughout! amaz
A dramatic choice from our Kauai oceanfront rentals is this home perched high above the sparkling blue Pacific Ocean. Meaning “The House of Enchantment”, Hale Kilokilo provides unparalleled ocean views from the two-story windows in the great room. Perfect for...
Luxurious Ocean view 2-bed/2-bath condo with Pool, Wi-Fi, Parking.
Waikiki Beach Tower #1804 – 2470 Kalakaua Ave.You'll feel at home, right across the street from the best swimming and surfing beach — world famous Waikiki Beach! This beautiful 2-bedroom, 2-bath Waikiki Beach Tower condo with central air conditioning has 1092 square...
Oceanfr, Cozy 1BR, 1Q bed + 1Q sofa bed, kitchen, big fridge, Center of action.
Completely remodeled (August 2020) 2nd floor Oceanfront studio (within feet of the ocean) is located in the Kona Islander Inn complex that extends from Kuakini Hwy to Alii Drive. The beautiful tropical gardens with banana trees, exotic flowers and green lawns surround...
Includes Mauna Lani Beach Club Pass! Mauna Lani Terrace L102
This vacation rental is professionally managed by ResorticaHawaiiMauna Lani Terrace L102. Includes Mauna Lani Beach Club PassPlease scroll down for detailed informationPLEASE NOTE: There are stairs to that lead down to the front door access to unit L102. Once in the...
Luxurious Kamaole Sands 5-211: Upgraded 1bd/2bath with Ocean Views!
Gorgeous Kamaole Sands 5-211 is your premier Hawaiian retreat in one the best properties in Kihei! This centrally located 1bd/2bath unit is the perfect spot for your Maui vacation!Kamaole Sands offers amenities for the whole family with a large pool, small children's...
KBR #401 - 2 Bedroom/2 Bath Ocean Front Corner Unit on Stunning Sugar Beach!
Beachfront Kihei Beach unit 401 is a 2 bed/2 bath corner unit on the 4th floor of the 1st building, at the north edge of the property right in front of the pool. Extra windows provide even more expansive ocean views and also let in lots of light. Pick up some fresh...
Remodeled tropical dream with ocean views
Papakea E407 is a 3-bedroom, 2-bathroom condo featuring amenities such as a washer/dryer, vaulted ceilings, and air-conditioning. Located on the fourth floor, this extensively remodeled condo can accommodate up to 10 guests with a California King bed in the master...
Spacious Comfort with A/C, Washer/Dryer, Parking, Wi-Fi, and Washlet!
Aloha Towers #8J-Diamond Head Tower – 2215 Aloha Dr.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll feel right at home in this two-bedroom, two-bath family-friendly condo (1171sf) with central A/C in a quiet, secure residential area of...
Gorgeous Views - Oceanfront | Ground Floor | Corner Unit - Sleeps 2 to 4
Make your stay even more memorable on Maui with this deluxe OCEANFRONT condo! *The calendar is always up-to-date so book with confidence! This 1 bed 1 bath condominium is a ground floor corner unit, with a private lanai and located less than 2 minutes away from the...
Kamaole Sands 7-104 | Steps From the Beach, Pool
Welcome to Kamaole Sands 7-104, a serene one-bedroom, two-bathroom vacation condo nestled in the lush, resort-style community of Kamaole Sands in Kihei, Maui. Set amidst 15 acres of beautifully manicured gardens, waterfalls, and koi ponds, this tropical escape offers...
Wailea Ekahi Ocean View Studio! AC included
Experience Island Elegance at Wailea Ekahi Village 15EWelcome to your serene retreat in the heart of Wailea! Unit 15E is a fully furnished, turnkey studio condo offering the perfect blend of comfort and island charm. Situated on the desirable greenbelt of Wailea Ekahi...
Amazing Oceanview! Wailea Ekolu 1BR/2BA - Walk to Golf!
Lesli's luxury Wailea Ekolu Village Condominium is a 900-square-foot, one bedroom, two bath, oceanview condo, occupying the ground floor of a two-story building. Ekolu 107 accommodates up to four adults comfortably. It is fully-appointed and includes phone, radio/iPod...
Top floor! Direct view! Sleeps 6! Highly Desirable! #213
ALOHA AND WELCOME TO HALE KAI # 213YOUR BLISS IN PARADISE Our condo is situated so close to the ocean that when you first open the door, it seems as though you could dive right in. So close in fact that your favorite pastime might just be kicking back on the lanai,...
BEST Ocean View in the Resort...Stunning & Panoramic! Completely Renovated 2BR
There are ocean views ... then there are "OCEAN VIEWS"! This gorgeous condo is unit # 218 at the Kaha Lani Resort, which is located on Kauai 's beautiful east shore, the famous 'Royal Coconut Coast'. This building is the closest to the ocean, and this unit truly has the...
Violet Sunset 2802: Newly Renovated Oceanfront Suite
Violet Sunset 2802 is an absolutely lovely, newly-renovated two-bedroom oceanfront suite is a breath of fresh air nestled up against the magnificent Kona coast! Its laid-back island charm combined with all the comforts and conveniences of home provide the perfect...
Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH
Permit # STWM 2013/0013This palatial Kaanapali Villa, offers the perfect location for families or couples. IMPORTANT: Sleeps 8 adults Maximum - 10 with children. Situated on the Royal North Kaanapali Golf Course, 13th green. The competition course played on by all the...
Four Star Boutique Hotel, Luana Waikiki Private Studio with Park View
It is located in the four star boutique hotel, Luana Waikiki Hotel & Suites, adjacent to Fort De Russy Park and a short stroll to Waikiki Beach. The lobby with Hawaiian decor feels a warm welcome and a spacious mezzanine level where guests can relax. The studio is...
Beautiful Top-Floor Condo with Pool & Hot Tub - Near Kiahuna Golf Course
Pili Mai 8IOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ready to experience a new Hawaii? Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and ocean in...
Sandpiper 133A - Updated (2021) one bedroom, sleeps 4.
Beautifully updated (Summer 2021) one bedroom one bathroom condo. New floors, paint, shower, counter tops, ceiling fans. New solid wood bedroom set. Modern, clean, with all the comforts of home. It has a (California) king bed and a queen air mattress so it can sleep up...
Waiohai Beach House – Elegant Oceanview Retreat in Poipu
This oceanfront home embodies the essence of ‘Island Casual’ living, with a focus on relaxation and the breathtaking beauty of its direct ocean views; a perfect spot for those seeking an authentic and unpretentious island experience. The spacious, beautifully...
🏖️Ocean View | Great Location | Concierge Included | vrKCV🏖️
vrKCV - Sea Village 3204 - Professionally Managed by Kona Coast VacationsExperience Oceanfront Serenity at Sea VillageBreathe in the warm, tropical air and take in the stunning turquoise hues of the Pacific Ocean from the comfort of your private lanai. This quiet Sea...
Save up to 25% on stays thru 5/31/25! 2B/2B w/AC! Perfect Family Getaway KRH202!
Welcome to Kaanapali Royal H-202 — a spacious and peaceful 2-bedroom, 2-bathroom condo offering 1,577 square feet of comfort and island charm. Nestled on the fairways of the Kaanapali Golf Course, this family-friendly retreat is perfect for those looking to unwind...
MINUTES TO KAILUA BEACH-FABULOUS POOL great indoor/ outdoor living
ABSOLUTELY FABULOUS very large two bedroom two bath house or more.... if you rent the loft which has another HUGE bedroom bath and kitchenette. .Sparkling pool in a private courtyard in the back yard VERY PRIVATE. Asian inspired furniture from a designers eye. ONCE YOU...
Newly Renovated Ocean View Retreat! Polo Beach 309
First time offered for rent, Polo Beach Club #309 has been a lovingly cared for home up until now. Be the first to stay in this beautifully updated home with ocean views and palms to shade for privacy. #309 is a spacious and bright condo with soft whites and tans...
Gorgeous Secluded Beach Getaway Location-Large Kitchen-A/C-Grill-Fenced yard
For questions, to verify availability dates or to check the availability of other furnished rentals we manage, please contact the owner. You found it! A large 1,100 square foot, two bedroom, nicely upgraded beachside vacation rental that can sleep up to 8 guests and is...
Wailea Elua Village 208 - 1 Bedroom Ocean View Condo
Welcome to Wailea Elua 208, where paradise meets luxury! This stunning one-bedroom ocean view vacation rental is the perfect getaway for those seeking both tranquility and adventure. Located in the heart of Wailea, this coastal retreat offers breathtaking views of the...
At the water's edge! Oceanfront #118
Unit #118 has been remodeled with Brazilian Granite Counter tops in Kitchen and Bathroom, and Italian Porcelain floor tile throughout. Very popular Unit due to it's decor, amenities, location, and proximity to the Pacific Ocean, approximately 11 feet. Honokeana Cove is...
Heart of Wailea, Remodeled Kitchen + AC! Ekahi 45A
Full remodel! New AC, appliances and furnishings! Wailea Ekahi 45A is a 1 bed, 2 bath condo conveniently located on the ground floor. It has exceptional garden views with TWO large private lanais.This unit is fully equipped with all that you will need for a great...