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.
Ocean and Mountain Views Condo at the Royal Garden w/Great Hotel Amenities
Book with confidBook with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Welcome to your serene getaway at the Royal Garden, located at 440 Olohana St., just a short stroll from the vibrant heart...
Easy Kihei Living! Kitchen, Lanai, Laundry, AC, WiFi+Flat Screens–Kamaole Sands 10204
Tropical decor and homey comforts set the stage in this 818sf air-conditioned suite with a full kitchen and washer/dryer. Enjoy happy hour on the lanai before prepping farmers’ market finds for sunset dining. Other touches include ceiling fans, flat screens, DVD, WiFi...
Modern Ocean View W/Lanai and A/C - Waikīkī Shore #704
Castle Waikīkī Shore #704: You’ll love all the thoughtful upgrades in this recently renovated deluxe studio unit! In addition to views of Waikīkī and the Pacific Ocean, you’ll have a furnished lanai perfect for two, a king-size bed, modern dark wood furnishings, a...
Hilton Vacation Club Kaanapali Beach: Tropical Oceanfront Resort
Please choose a Friday through Sunday check-in for a seven night stay. Thank you for your interest in booking with Dash Realty Group, Windermere Florida. Dash Realty Group is registered in Florida as a licensed Fla. Seller of Travel Ref. No. ST42435Situated on the...
1BOV1 Aston at the Waikiki Banyan: Deluxe 1 Br w/Kitchen & Ocean Views
Resort Project: The Rec Deck Swimming Pool and Two Jacuzzi’s located on the 6th floor are closed for construction/renovation until the end of June 2026. Important: Construction may cause intermittent noise during your stayAston at the Waikiki Banyan: 1-bedroom Deluxe...
Comfort AND Convenience with Partial Ocean View! FREE Parking & Wi-Fi!
Four Paddle #1305 – 2140 Kuhio Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Comfort and convenience! You’ll appreciate both in this one-bedroom Four Paddle (553 sq.ft. plus lanai with table and chairs) with central AC! 4-person max.Gourmet...
Cozy 1-Bedroom Kihei 6-207: Steps from Kam 3 Beach, 2 Baths, & Modern Amenities
Experience the ultimate Maui getaway at this cozy 1-bedroom condo in Kihei. Conveniently located across the street from the beautiful Kam 3 Beach and Park, you'll have easy access to soft sand, swaying palm trees, and incredible sunset and ocean views. After a day of...
Maui Resort Rentals: Kaanapali Alii 315 – 2BR Oceanfront Ground-Floor Residence, Stunning Remodel, Mere Steps to Pools, Beach, & BBQs!
This elegantly upgraded 2 bedroom oceanfront ground-floor residence at the Kaanapali Alii delivers sweeping ocean views from Lanai to Molokai and beyond. Step outside onto the adjacent lawn area and enjoy unparalleled access to the world-famous Kaanapali Beach. With its...
Hale Kamaole 213 Second floor condo, easy access to best beach on Maui!
Ocean View. Completely remodeled condo, with fantastic kitchen, very spacious. Bathroom has walk-in shower enclosure. King bed in bedroom with new carpet & rattan bedroom furniture. Living room has rattan Hawaiian style furniture with queen hide-a-bed. Beautiful tile...
Come Play on Maui. Kaanapali Royal P101 2 bd 2 ba Walk to Whaler's Village
Settle into your Hawaiian vacation in this easy access, ground floor unit with golf course views on the Ka'anapali Golf course. There are stairs only to this entrance-no elevators. 3 stairs lead down to living room and to master bedroom. The guest bathroom has a walk-in...
Hale Kamaole 127 Ground floor condo, easy access to best beach on Maui!
This super-modern ground floor condo has been completely remodeled for your comfort and style. Kitchen has beautiful wood cabinets with granite counter tops for easy clean-up. Granite top is used as a dining set with tall comfortable rattan chairs for seating, and extra...
DELUXE APT BY THE OCEAN!! BEST LOCATION!
PERFECT LOCATION! We are close to everything! 15 mins drive from airport and 5 mins walk to the ocean. We offer free designated parking wifi, beach towels, full kitchen, cookware and dinnerware, shampoo, conditioner and hairdryer for you.We are also close to farmers...
Jungle Cottage: Watch Whales
2 bedroom one bath Ohana Cottage. Pool, gardensNestled behind the main house, the two bedroom Ohana cottage comes with a carport, fully equipped kitchen and its own lanai with an ocean view.The Ohana cottage has one room with a king-size bed, one room with a queen-size...
Oceanfront Alii Kai I Condominium #7202 Princeville Kauai
Trans Tax ID TA207913062401 General excise tax GE207913062401 TMK 4-5-4-5-16-56 This peaceful second floor condo overlooks the beautiful blue seas of Kauai’s North Shore. Located in Princeville; it’s just minutes from shopping and the world famous Hanalei Bay. Also...
Beach View 1 Bedroom W/Lanai - Kona Reef B33
Kona Reef B33: This 758 sq. ft. vacation rental places you right next to one of the few white sand beaches in Kona, Honl’s Beach, and just a short walk to charming Kailua-Kona town. Unit B33 includes a flat screen TV, DVD player, washer/dryer, and full kitchen with...
Kapa`a Beach Condo | Pono Kai Resort | PK-G202
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.Kapaa Beach Condo is your perfect island escape! Nestled in the Kapaa,...
Mountain-City Views Condo at the Waikiki Landmark w/Parking & Near the Beach
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.ENHANCED PROTOCOLS : We have revised our protocols to include contactless check-in & check-out, professional...
Pacific Edge Bliss+Island Style! Luxe Kitchen+Bath, Lanai, WiFi Laundry, TV Kanaloa 1704
Castle Kanaloa at Kona Resort #1704 - Experience pure bliss in this two-bedroom two-bathroom suite with a loft and oceanfront view. It doesn’t get any better than waking up to the sound of the waves crashing against Big Island’s infamous lava rock shoreline. This suite...
Plantation Hale Garden 1 Bdm with AC, 3 Pools, 3 Hot Tubs!
Plantation Sunny Hale - Area Air Conditioning! 3 Pools, 2 Hot Tubs, Shared BBQ'sFree Parking Free Wi-Fi No Resort FeeSunny Hale A-1 at Plantation Hale in the Coconut Marketplace! Bright and sunny living room with wonderful ocean breezes come through this unit! A short...
Kihei Akahi D506 Beautiful - Oceans Views
Book with us and come to Maui to explore everything we have to offer!This fantastic 1 bedroom 1 bath unit at Kihei Akahi complete with sleeper sofa in living room is the perfect spot for your Maui getaway. Enjoy the views and relax in the coolness from the living room...
one bedroom Loft Apartment in the heart of Downtown Hilo
Location, Location, Location. This is a unique studio located one block off bay front above the Rainbow Jo store in downtown Hilo. It is owned and operated by Rainbwo Jo clothing designer Michele Joy. It is spacious with a Queen bed and a double bed, a private...
Ground-floor condo on golf course with pool, hot tub, gym, & on-site dining
Hali'i Kai 3BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the Big Island in style at this dreamy Waikoloa Beach condo. Whether you're hitting the links or the beach,...
Greate Ocean Veiw And Location! Waikiki Studio
Greate Ocean Veiw And Location! Waikiki StudioGreat Ocean View from 26th floor and Location! Waikiki Studio on Kuhio Avenue! Convenient!Enjoy a luxurious studio at Aston Pacific Monarch. Great location! Only 5minutes walk from the world famous Waikiki Beach, restaurant,...
Hawaiian Prinicess one bedroom 90/TVU-0093
Aloha! Welcome to the West side of Oahu where the sunsets are amazing and the beaches are serene! This newly furnished one bedroom one bath condo is available for nightly rental. You can also rent the adjoining unit and open both units up into one large 2 bedroom, 2...
Hale Kamaole 262 Second floor large condo, Ocean view!
This 2 bedroom with loft condo has a great view of the ocean from its private lanai! Room amenities include air conditioning, ceiling fans, high speed internet, cable TV, private lanai, washer and dryer, full kitchen, and in-room safe. Surrounded by beautifully...
Spacious & Peaceful 2 BR condo w/ Strong wifi in Kona town
Aloha, our spacious 2bedrooms downstairs apartment with full bathroom is the perfect place to call home as you enjoy the Big Island of Hawaii. Located in downtown Kona area, but in a quiet subdivision, you will find yourself perfectly situated within all the...
Watch Whales from your Bed - Double Master Sunset Suite
Inside your unit, discover a fully equipped kitchen, convenient washer and dryer units, cable television on a gigantic 75-inch Smart TV, private lanai, and sumptuous linens provided by 808 Maui Vacation Rentals. Immerse yourself in luxury and relaxation at Royal Mauian...
Charming Kam Sands 6-104 Ground Floor Garden Views
Welcome to one of the best locations in Kihei, Kamaole Sands 6-104. Start your Maui getaway here. This 1-bedroom/2-bath unit is perfect for small families or couples.Kamaole Sands offers amenities for the whole family with a large pool, small children's wading pool,...
Ocean, Coastline & Mountain Views from Lanai
Discover the allure of Prince Kuhio #2-7, an elegant and spacious 1-bedroom, 1.5-bath condo. This beautifully appointed unit offers breathtaking ocean and garden views, a luxurious Tempurpedic king-size bed, and a uniquely large, fully equipped kitchen. Relax on the...
Minutes to Kiahuna Beach - 2nd-floor condo with lanai, pool & hot tub
Kiahuna Plantation 325 - BLDG 39Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Young or old, quiet or outgoing, your ohana - family - will feel right at home at Kiahuna 325!...
Beach Bliss w/Awesome View, Hawaii Decor, WiFi, Full Kitchen–Waikīkī Shore #802
This two-bedroom two-bathroom suite, furnished with island-style décor, a full-size kitchen, breakfast bar with seating for six, furnished lanai, and washer/dryer, is the perfect home away from home in Waikīkī. You and your family will love the spacious accommodations,...
Modern ocean view corner unit with natural light
Papakea K307 is a third-floor, 1-bedroom, 1-bathroom condo featuring an ocean view, air conditioning in the living room, and a fully stocked remodeled kitchen. The kitchen and bathroom feature spectacular Lumerian granite countertops and modern finishes. This...
Rare 3 Bedroom heart of Downtown!
Prior to booking please read our "Host Disclosure"(Based on availability & length of stay, Parking Fee may be waived - pls inquire)This spacious unit is located in the same building as the Aston Hotel at Executive Center downtown Honolulu. You will treat yourself and...
Comfortable, Top Floor Condo within Walking Distance to Beach, Shops, and Restau
Hawaii Tax ID: TA-188-107-5712-01TMK: 390180030191Bedding Configuration: Downstairs bedroom: 1 Queen BedUpstairs loft: 1 Queen BedLuxury and comfort was my prime goal in designing this unit. I wanted the finest pillow top queen size mattress sets available, so your...
High Rise Ocean View Waikiki Condo, FREE Parking & Wi-Fi by Koko Resort Vacation Rentals
Waikiki Banyan Tower 1 Suite 2508 High Rise Ocean View Waikiki Condo, FREE Parking & Wi-Fi The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project. This...
Stunning views from condo suite featuring private lanai deck
New floors June 2025 not pictured yet. Pool and ocean views from living room, relax in the a/c interior, or out on the large private view deck.Fourth floor "A" building sunny side 1 bedroom 2 bath condo suite located at Maui Sunset in sunny south Maui. Easy access to...
AKH D402 Whale Watch Specials at 2BD Condo Across Beach w Ocean Views
Kihei Akahi D402 Spacious Hawaiiana Style 2Bedroom Condo Across from Kamaole Beach Park II. Ocean Views with AC and Pool for a Tropical Maui Family Vacation FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*:...
Maui Banyan G-203a Steps to the Ocean! Highly Desirable G Building! Walk to the
Summary:Aloha and welcome to our studio condo, your home away from home! My family and I live on Maui and we are so excited to host your vacation. Don't get stuck with a major rental company that doesn't care about your individual group. We take pride in providing...
Kona Isle Oceanfront Condo w/ A/C!
Summary:Absolute oceanfront! Hear the waves and watch the sea from this corner unit condo on the 3rd floor. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:The living room is furnished with seating around a TV, and comes with access to...
Large Studio w/ Pool sleeps six in comfort PLUS FREE PARKING INCLUDED!
++We are Including a Free Parking Spot with our Vacation Rental.++When it comes to relaxing with the whole family the whole family this oversized suite at the Palms is the perfect place to call home while visiting WaikikiFully remodeled with 2 new Queen beds and a...
KKSR#185 DIRECT OCEANFRONT TOWNHOME! NEWLY REMODELED!
**DIRECT OCEANFRONT LIVING AT IT'S FINEST!** Townhome#185 is an amazing DIRECT oceanfront property at a amazing value. Enjoy the privacy of a townhome. Living area & Kitchen downstairs, bedrooms upstairs. Wifi, Beach gear available to you for your convenience! The...
Private End Unit Oceanfront Getaway In Poipu!
Enjoy the ultimate beachfront escape in Koloa at this resort-style oceanfront condo, perfectly situated on Kauai’s majestic south shore. Located at Kuhio Shores, this spacious and inviting retreat puts you within walking distance of world-class beaches, top-rated...
NEW Two-Level condo in GREAT LOCATION
Situated in the island's most sought after resort of Pili Mai (LOCATION!!) this spacious two level condo simply breathes comfort and style. Open plan living area overlooks a little 'jungle' with mountain views in the back. The constant breeze brings in the sound of...
KK 105 Ground Floor Oceanfront Condo in West Maui
Kulakane 105 Enjoy Year-Round Sunsets From Convenient Ground Floor Oceanfront Condo in West Maui FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail,...
Spacious 3 bedroom 3 1/2 bath condo in Poipu Kai
Bring the crew to this spacious and spotless 3 bedroom 3 1/2 bath updated beach condo at beautiful Poipu Kai. Located along the greenbelt, it's just a short walk to the beach and offers access to two pools and a jacuzzi. Enjoy the comfort of our brand new spit AC...
Tropical views just steps from Sugar Beach
No Resort or Parking Fees!Hono Kai C8 is a 2-bedroom, 2-bathroom condo that offers tropical views from the 3rd floor and high-vaulted ceilings. This property does not have an elevator. Unit C8 can accommodate up to 6 guests. Both the master and guest bedrooms are...
The Nicest Getaway!!
DUE TO BILL 41 we are only allowed to rent one time in a 30 day period so our minimum bookings will be 30 days or longer.This one bedroom plus queen size sleeper couch in the living room is comfortable for up to four. Set in the most prime area on the North Shore...
⛱ Close to Beach Queen Studio with Balcony & Pool- Waikiki Grand Hotel®
Legally Permitted Rental ✈Waikiki Grand Hotel® 305Upon entry, first, you see the white wood plank floor. Turning, past the hall, the large bed dominates the room. The kitchen counter, including fine cabinetry, stone countertop and induction cooktop, features everything...
Enjoy amazing sunsets from the ocean view lanai
Hawaii Tax ID: TA-067-383-2960-01TMK: 390080030021Enjoy a piece of true luxury when you stay in this completely remodeled condo. From the floor to the ceiling, no detail has been overlooked. Hale Kai O'Kihei 301 is a corner unit with beautiful ocean views and the...
"BALIHAI GETAWAY" Hideaways Beach 126
FREE PARKING AND NO RESORT FEES. BALIHAI GETAWAY is a spectacular hawaiiana condo located beachfront above Hideaways Beach. Pali Ke Kua is a 22-acre resort condominium located on the north shore of Kauai in Princeville. It sits on a bluff 200 feet above the ocean and...